Become a host

Vacation rentals in Middletown

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Middletown

  • Total vacation rentals

    Explore 50 vacation rentals in Middletown

  • Nightly prices starting at

    Middletown vacation rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 1,450 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Middletown vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Middletown rentals

  • 4.8 Average rating

    Middletown stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Top guest favorite
Guesthouse in Lebanon
4.95 out of 5 average rating, 508 reviews

Private carriage house on 3 acres!

New for 2024/2025... updated furniture with memory foam sleeper sofa, memory foam king and queen beds, additional twin mattress for floor for extra sleeping options. Outdoor conversation area! Bright and airy carriage house, located behind main house on 3 acres in Lebanon, Ohio. Close to downtown Lebanon, Springboro, Waynesville and short drive to Kings Island. -Kings Island 11 miles -Warren County Sports Park 7 miles -Roberts Center Wilmington 20 miles -Caesar Creek State Park 10 miles

Guest favorite
The living area features a comfortable gray sofa and an ornate armchair, complemented by large windows that allow natural light to illuminate the space. A fireplace, framed with decorative molding, adds character, while a mounted TV is positioned above the mantel. Light-colored curtains soften the room.
Apartment in Hamilton
5 out of 5 average rating, 27 reviews

Riverfront Downtown Retreat

Enjoy a stylish and memorable experience at this centrally-located place in the Downtown Historic Rossville District. We are 3 blocks from Spooky Nook and a short walk to downtown where you will find shopping, restaurants, a brewery, and many fun activities to do. This space is located on the 2nd floor of the home. Our home features: -1 bedroom and 1 bathroom -Cozy family room with a 50 inch TV -Washer and Dryer -Fully equipped kitchen -Coffee and Keurig machine -Driveway Parking -WiFi

Guest favorite
The living area features wooden walls and a stone fireplace, complemented by soft-glow electronic candles. A cozy armchair is positioned near a window, while a round, textured coffee table sits at the center, adorned with a vase of dried flowers.
Guesthouse in Hamilton
4.98 out of 5 average rating, 255 reviews

Waterfront Cabin | Peaceful Pondside Escape

Seeking an escape for some peace and quiet? Welcome to The Little Cabin retreat, located on our 50-acre family farm in Ross, Ohio! Let us take you away from the distractions of life to a place where you can soak up nature in a cozy cabin, all within 30 minutes of downtown Cincinnati. You may fish in the lake if you'd like, or take a ride in the paddle boat, or simply enjoy sitting on the porch listening to the birds. Chances are, you may spot wild turkey or whitetail deer scampering by.

Guest favorite
Guesthouse in Middletown
5 out of 5 average rating, 12 reviews

Shamrock Farm Guesthouse

Welcome to Shamrock Farm. This charming one-bedroom, one-bath retreat sits just behind the main house, offering complete privacy and a warm, inviting atmosphere. Step inside to find a cozy, thoughtfully furnished space perfect for solo travelers or couples looking to unwind. Outside, a spacious private deck overlooks four serene acres of open land, giving you plenty of room to relax, sip your morning coffee, or enjoy a quiet sunset while your furry friend enjoys the fenced yard.

Top guest favorite
The living area showcases a comfortable blue sofa and two gray chairs, arranged invitingly around a circular coffee table. Natural light enters through large windows, illuminating the space, while soft curtains frame the windows. An elegant floor lamp adds additional lighting.
Home in Hamilton
4.97 out of 5 average rating, 105 reviews

Charming renovated historic home in ideal location

Location, Location, Location!! Nestled in the idyllic Rossville Historical District, this property is a block away from Main Street and within walking distance to many restaurants, shops and downtown Hamilton. Whether you’re coming in town for Miami University, Spooky Nook Sports Complex, work, family, or just a weekend getaway, you’ll find that this property is the perfect spot to stay. Enjoy a completely renovated property with all new furnishings in a historic 1800’s home.

Top guest favorite
An inviting living area features a large brown leather sofa, a patterned area rug, and a decorative coffee table atop wide plank wood floors. A cozy corner chair and a lamp add warmth, while the back wall showcases a mural with 'Centerville Carriage.'
Guesthouse in Centerville
5 out of 5 average rating, 282 reviews

The Carriage House in the Heart of Uptown

The Carriage House in the Heart of Uptown Centerville!! Historic Charm with Modern Comfort. Built in 1897 and fully renovated in 2017, making it one of Centerville’s true hidden gems. Just steps from local restaurants, coffee shops and a scoop (or two) of Graeter’s Ice Cream. It’s perfectly located for your stay. Whether you’re planning a romantic weekend, visiting family, or simply looking to relax, this cozy retreat is the ideal place to unwind.

Superhost
A comfortable living area is presented, featuring a spacious sectional sofa and a large flat-screen television positioned on a wooden media console. Natural light enters through two windows, softened by white curtains. A patterned rug covers the floor, and a potted plant adds a touch of greenery.
Home in Hamilton
4.87 out of 5 average rating, 139 reviews

StayStonybrook - Fairfield Township

Spacious 4BR / 2BA Home in Fairfield Township—perfect for families, groups, and extended stays. Enjoy a huge backyard, pet-friendly comfort, and plenty of room to relax after a day of exploring. Sleeping Arrangements • King bedroom • Queen bedroom • Full bedroom • Twin bedroom with desk (great for work or kids) ✔ Two full bathrooms ✔ Large, fenced backyard ✔ Less than 20 minutes to Kings Island Comfort, space, and convenience—all in one stay.

Guest favorite
A single-story house is depicted, featuring light-colored siding and a sloped roof. A two-car garage is present, with a neatly paved driveway leading to the entrance. Lush green grass surrounds the home, complemented by a leafless tree in the front yard.
Home in Middletown
4.9 out of 5 average rating, 237 reviews

New home & huge yard! 3-bd, 2 baths with game room

Enjoy our spacious master bedroom, brand new furniture, peaceful backyard with a 2 person hot tub, BBQ grill, fully equipped kitchen, game room, convenient parking, and 3 spacious bedrooms. We have everything you need to stretch your legs and relax. Ideal for visiting sights in Cincinnati (25 min) or Dayton (15 min) as well as King's Island (15 min). Close to shops, restaurants, and entertainment. Kids and families are welcome!

Guest favorite
A spacious living room features two leather sofas positioned around a coffee table, with a large flat-screen TV mounted on the wall. Natural light illuminates the area, complemented by a stylish rug and decorative accents on a console table.
Home in Middletown
4.91 out of 5 average rating, 34 reviews

Cute Ranch home Middletown, OH

Whether it is work or play that brings you to Middletown, Ohio; our home has everything you need. It's quiet, comfortable, and not too far from the city of Middletown, Miamisburg, and Hamilton. It has a large yard and a relaxing covered porch. There's a 75 Inch flat screen in the main room and each bedroom has its own 65-inch flatscreen smart TV. This home is meticulously maintained and we know you will love it! Come see us!

Top guest favorite
The entrance of a modern cottage is depicted, featuring a dark exterior with wooden accents. A welcoming doormat is placed at the door, while gravel paths and a grassy area are visible. Nearby trees provide a natural border to the property.
Home in Oxford
5 out of 5 average rating, 112 reviews

The Camp in Oxford (OH)

The Camp in Oxford includes3 private acres nestled right alongside the Indian Creek River and surrounded by sprawling farmland. Located just 5 miles from Miami University, 13 miles from Brookville Lake and short drives to Hamilton, Cincinnati or Dayton, this beautiful 2 bedroom modern cottage is waiting for your next visit. Fully furnished and equipped with every amenity you'd expect from a 5 star property.

Top guest favorite
The exterior of a single-story brick home is shown, featuring a double garage, manicured lawn, and flower beds with yellow blooming flowers. A driveway leads up to the home, surrounded by peaceful greenery and trees in the background.
Apartment in Middletown
5 out of 5 average rating, 163 reviews

SouthView Acres (No Hidden Fees!)

We are ready to welcome you to SouthView Acres! Enjoy a comfortable stay in our mother-in-law suite with its own private entrance. Private parking, quiet location and minutes away from I75 access. Enjoy cable TV and wifi. Our home is on 10 acres where you are welcome to walk the trails or warm yourself by the fire pit at night. A convenient location for business or pleasure travelers. No hidden fees.

Superhost
A spacious sleeping area features a padded headboard with a neatly made bed covered in a dark blanket. Two bedside tables with soft-lit lamps sit on either side, while a framed photograph of rocks hangs above the bed. Natural light enters through a window adorned with gray curtains.
Guest suite in Liberty Township
4.83 out of 5 average rating, 331 reviews

Adorable studio with brand new furniture

Enjoy a stylish experience at this centrally-located place. In a quiet peaceful and safe neighborhood. Close to the Liberty mall, Children’s Hospital, Kings Island, great restaurants and bars. Private entrance, full out sofa to create extra sleeping space, full bathroom, it is an absolutely smoke free environment so there will be a $250.00 fee if you smoke inside the unit

Popular amenities for Middletown vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Middletown

Guest favorite
Home in Germantown
5 out of 5 average rating, 6 reviews

“The Carriage House”

Guest favorite
A simple, autumn red cottage is framed by a well-maintained yard, featuring a white picket fence. A welcoming front porch with steps invites entry. Mature trees are visible in the background, and a long driveway extends beside the house.
Home in Middletown
4.86 out of 5 average rating, 22 reviews

Home w/ King Bed & Fire pit centrally located

Guest favorite
The kitchen features white cabinetry and a black countertop, complemented by a farmhouse sink. A decorative rug lies on the hardwood floor. A doorway leads to a dining area with a long wooden table, visible through the opening.
Home in Middletown
4.82 out of 5 average rating, 33 reviews

Quiet rustic retreat

Guest favorite
The exterior of a modern two-story home is presented, featuring a combination of white and dark blue siding. A prominent gabled roof and wooden accents frame the front door. A driveway leads to a two-car garage, and landscaping includes low bushes and a lawn.
Home in Middletown
4.96 out of 5 average rating, 46 reviews

NEWLY built sanctuary. Come make yourself at home!

Guest favorite
A charming house features a unique yellow exterior with stone accents and a prominent chimney. Large windows allow natural light to enter, while a green door adds a pop of color. A well-maintained pathway leads to the entrance, surrounded by minimal landscaping.
Home in Middletown
4.88 out of 5 average rating, 48 reviews

Stanley Cozyside

A spacious bedroom features a four-poster bed with a white bedding set. A decorative throw rests at the foot of the bed. A low, brown bench sits nearby, and a wall-mounted shelf displays minimal decor. An area rug complements the dark walls and ceiling.
Hotel room in Middletown
5 out of 5 average rating, 7 reviews

Room 306 - Canopy Gold

Superhost
An open living space features high vaulted ceilings with wooden beams, a stylish coffee table with a plant, and a cozy fireplace illuminated on a large TV screen. A dining area is visible in the background, complemented by warm lighting and neutral decor.
Home in Middletown
4.8 out of 5 average rating, 40 reviews

Incredible New Construction home in Middletown, OH

Superhost
Home in Hamilton
4.86 out of 5 average rating, 14 reviews

Welcome to your Ultimate home away from home.

When is the best time to visit Middletown?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€112€116€93€115€130€134€152€158€140€141€125€109
Avg. temp-1°C0°C6°C12°C18°C23°C24°C24°C20°C13°C7°C1°C

Frequently Asked Questions

  • What are the best places to stay in Middletown?

    Staying near Middletown’s historic downtown connects you with local shops, restaurants, and cultural venues. The riverfront area is frequently suggested for those looking for scenic walks and a relaxed atmosphere.

  • What are the best things to do in Middletown with kids?

    Explore play areas in city parks, or enjoy interactive, family-friendly exhibits at community museums. Local events like fairs and outdoor movie nights are also popular with children.

  • What are some of the best things to do in Middletown?

    Explore the arts at local galleries, discover history museums, or relax in area parks. Middletown has spaces for antique shopping and water activities along the river for those seeking a bit of adventure.

  • How is the weather in Middletown?

    Middletown has cold winters near 22–42°F (−6–5°C), with mild rainfall, and warm summers where afternoons reach 85°F (29°C). Layers and rain gear are handy throughout the year due to changing conditions.

  • When is the best time to visit Middletown?

    Late spring and early fall are often recommended for comfortable temperatures, local festivals, and scenic outdoor spaces. Summer brings river activities, while winter is suited for indoor arts and museum visits.

  • What are the best places to visit in Middletown?

    The Sorg Opera House draws visitors interested in performing arts, and the Canal Museum highlights the city’s transportation heritage. Parks around town provide green spaces for outdoor activities.

  • What are some hiking trails in Middletown?

    Area parks in Middletown have walking and nature trails that wind through forests and along the river. These paths are often recommended for birdwatching and casual outdoor exercise.

  • What are some family activities we can do in Middletown?

    Families often explore local parks with play areas, hands-on exhibits at museums, and nature trails. Middletown also has occasional festivals and art workshops suitable for all ages.

  • What are some of the best day trip ideas from Middletown?

    Discover regional nature reserves, visit nearby small towns for antique shopping, or explore art centers in neighboring communities. Outdoor recreation areas around Middletown are frequently suggested for a scenic escape.

  • Are there any pet friendly accommodations available in Middletown?

    Many vacation rentals in and around Middletown welcome pets, especially near parks and residential areas. Look for listings with open yards or easy access to walking trails for a convenient stay with your animal companion.

  • What are some local tips for visiting Middletown?

    Check out community art walks and seasonal farmers markets for a glimpse into local culture. Dress in comfortable layers, as weather can shift, and ask shop owners about upcoming events or food specialties.

  • What is Middletown known for?

    Middletown is known for its roots in steel manufacturing, a tradition reflected in museums and local history. Its vibrant arts scene, historic theaters, and riverfront are frequently highlighted by residents.

  • What are the best hidden gems to explore in Middletown?

    Middletown has locally owned galleries, vintage shops, and quiet river trails that are less traveled but rich in atmosphere. Creative art spaces and specialty shops showcase the city’s unique character.

  • What are the best foods to try in Middletown?

    Middletown has a tradition of Midwest comfort foods—try local barbecued meats, regional pies, and classic diner-style meals. Locally owned eateries serve homestyle dishes and rotating seasonal specialties.

  • What should I bring for a trip to Middletown?

    Pack comfortable walking shoes for exploring shops and parks, and bring layers—temperatures can range from 22°F (−6°C) in winter to 86°F (30°C) in summer. An umbrella or rain jacket is helpful given periodic rainfall throughout the year.

  • What is the nightlife in Middletown like?

    Nightlife in Middletown is centered around casual bars, local breweries, and venues with occasional live music. Some spots near downtown feature performances and a relaxed, welcoming atmosphere.

  • What are the most popular events or festivals in Middletown?

    Middletown hosts annual arts festivals, heritage celebrations in summer, and seasonal fairs in local parks. Riverfront events and car shows are frequently suggested for visitors looking to experience local traditions.

  • Are there family friendly vacation rentals in Middletown?

    Many vacation rentals in Middletown cater to families, especially those near parks and schools. Look for listings with spacious living areas, kitchens, and child-friendly amenities for a comfortable stay.

Destinations to explore

  1. Airbnb
  2. United States
  3. Ohio
  4. Butler County
  5. Middletown